Ethyl bromoacetate → HCID 68814100, compound

HRID 2106483Notes

Reaction equation

HRID 2106483 reaction equation
[CH2:1]([C:3]([C:6]1[CH:13]=[CH:12][C:9]([CH:10]=O)=[C:8]([OH:14])[CH:7]=1)=[CH:4][CH3:5])[CH3:2].Br[CH2:16][C:17]([O:19][CH2:20][CH3:21])=[O:18].C([O-])([O-])=O.[K+].[K+].C1CCN2C(=NCCC2)CC1>CC(C)=O.CN(C=O)C>[CH2:20]([O:19][C:17]([C:16]1[O:14][C:8]2[CH:7]=[C:6]([C:3]([CH2:1][CH3:2])=[CH:4][CH3:5])[CH:13]=[CH:12][C:9]=2[CH:10]=1)=[O:18])[CH3:21]

Participants

7

Reactant 4

HCID 7748Ethyl bromoacetateHCID 11430Potassium CarbonateHCID 811841,8-Diazabicyclo(5.4.0)undec-7-eneHCID 76618000HCID 76618000, compound

Product 1

HCID 68814100HCID 68814100, compoundYield 77%

Reagents, catalysts & solvents 2

HCID 180AcetoneSolventHCID 6228DimethylformamideSolvent

Procedure

4-(1-Ethyl-propenyl)-2-hydroxy-benzaldehyde (9.00 g, 47.3 mmol) and ethyl bromoacetate (9.88 g, 59.1 mmol) and K2CO3 (13.1 g, 94.6 mmol) in acetone (100 mL) followed by DBU (mL) and DMF (40 mL) are reacted analogous to Example 30-B to give the title compound (9.40 g, 77%).

Workup

  1. customare reacted analogous to Example 30-B

Sources & evidence

ORD record
ord-da4b9696340141bc96b5673957a3e518
Source dataset
uspto-grants-2009_08
Patent number
US07579488B2

Reaction notes

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